Construction of a Biomimetic Receptor Based on Hydrophilic Multifunctional Monomer Covalent Organic Framework Molecularly Imprinted Polymers for Molecular Recognition of Cyanidin-3-O-Glucoside

Anthocyanins (AOCs) are phenols that are readily soluble in water and are commonly present in plants. The chemical instability of AOC, however, causes it to be severely limited in terms of extraction and purification. Hence, in order to obtain efficient and stable extraction of AOC, we designed hydrophilic multifunctional monomer covalent organic framework molecularly imprinted polymers (HMCMIPs) as adsorbents. The functional reagent, p-aminobenzenesulfonic acid (ASA), was added to this material during synthesis to facilitate the sulfonation modification of covalent organic frameworks (COFs), which enhanced its affinity for hydrophilic guests (cyanidin-3-O-glucoside, the representative nutritional and functional ingredient in AOC). With ASA serving as a terminator, overextension of the material to form micron-level cross-linked structures is prevented, thereby increasing its surface area and mass transfer efficiency. The biomimetic receptors were then created by integrating MIPs into sulfonated COFs in order to create multiple binding sites specific for C3G recognition. HMCMIPs exhibited excellent adsorption capacity (1566 mg/g) and superior selectivity (selectivity coefficient >12) for C3G. It has been demonstrated that high purity (93.72%) C3G can be obtained rapidly and efficiently by utilizing HMCMIPs. There may be a potential benefit to the synthesis strategy of HMCMIPs for the extraction of specific active ingredients in the future.